(E)-2-Cyano-3-(2,5-dimethoxy-4-methyl-phenyl)-but-2-enoic acid ethyl ester

Base Information

Chemical Name:(E)-2-Cyano-3-(2,5-dimethoxy-4-methyl-phenyl)-but-2-enoic acid ethyl ester
CAS No.:518014-04-5
Molecular Formula:C₁₆H₁₉NO₄
Molecular Weight:289.331
Hs Code.:

Synonyms:(E)-2-Cyano-3-(2,5-dimethoxy-4-methyl-phenyl)-but-2-enoic acid ethyl ester

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Chemical Property of (E)-2-Cyano-3-(2,5-dimethoxy-4-methyl-phenyl)-but-2-enoic acid ethyl ester

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Technology Process of (E)-2-Cyano-3-(2,5-dimethoxy-4-methyl-phenyl)-but-2-enoic acid ethyl ester

There total 1 articles about (E)-2-Cyano-3-(2,5-dimethoxy-4-methyl-phenyl)-but-2-enoic acid ethyl ester which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 75.0%

: 7085-85-0,25067-30-5
ethyl-2-cyanoacrilate

: 13720-58-6
1-(2,5-Dimethoxy-4-methyl-phenyl)-ethanone

: 518014-04-5
(E)-2-Cyano-3-(2,5-dimethoxy-4-methyl-phenyl)-but-2-enoic acid ethyl ester

Guidance literature:: With ammonium acetate; acetic acid; In benzene; Heating;
DOI:10.1016/S0040-4039(02)02674-6

Reference yield: 58.0%

: 37610-80-3
1,3-dioxolan-2-ylethylmagnesium bromide

: 518014-04-5
(E)-2-Cyano-3-(2,5-dimethoxy-4-methyl-phenyl)-but-2-enoic acid ethyl ester

: 518014-05-6
2-cyano-3-(2,5-dimethoxy-4-methyl-phenyl)-5-[1,3]dioxolan-2-yl-3-methyl-pentanoic acid ethyl ester

Guidance literature:: With copper(I) bromide dimethylsulfide complex; In tetrahydrofuran; diethyl ether; at 0 - 20 ℃;
DOI:10.1016/S0040-4039(02)02674-6

Reference yield:

: 518014-04-5
(E)-2-Cyano-3-(2,5-dimethoxy-4-methyl-phenyl)-but-2-enoic acid ethyl ester

: 66389-30-8
5-methyl-2-(1,2,2-trimethylcyclopentyl)benzene-1,4-diol

Guidance literature:: Multi-step reaction with 9 steps

1.1: 58 percent / CuBr*Me₂S / tetrahydrofuran; diethyl ether / 0 - 20 °C

2.1: KOH; H₂O; AcOH / ethane-1,2-diol / Heating

2.2: 74 percent / diethyl ether / 0 °C

3.1: AcOH / H₂O / 25 - 60 °C

4.1: NaBH₄ / methanol / 0 - 25 °C

5.1: 62 percent / PBr₃ / benzene / 0 - 70 °C

6.1: LDA; HMPA / tetrahydrofuran / -70 °C

6.2: 85 percent / tetrahydrofuran / 0 °C

7.1: 85 percent / LiAlH₄ / tetrahydrofuran / Heating

8.1: 84 percent / pyridinium chlorochromate; NaOAc / CH₂Cl₂ / 25 °C

9.1: N₂H₄; N₂H₄*2HCl / bis-(2-hydroxy-ethyl) ether / 125 °C

9.2: KOH / 210 °C

9.3: 70 percent / BBr₃ / CH₂Cl₂ / -70 - 20 °C

With N,N,N,N,N,N-hexamethylphosphoric triamide; potassium hydroxide; sodium tetrahydroborate; lithium aluminium tetrahydride; hydrazine dihydrochloride; copper(I) bromide dimethylsulfide complex; water; sodium acetate; phosphorus tribromide; acetic acid; pyridinium chlorochromate; hydrazine; lithium diisopropyl amide; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; water; ethylene glycol; diethylene glycol; benzene; 9.1: Huang-Minlon reduction;
DOI:10.1016/S0040-4039(02)02674-6